399 WINCHESTER PL
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Seminole County School District
Neighborhood · ZIP 32779These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
399 Winchester Pl measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 84% of homes in Longwood 32779
- Costs more per square foot than 77% of homes in Seminole County
- Smaller than 88% of homes in Longwood 32779
- Has a smaller lot than 83% of homes in Longwood 32779
- Newer than 66% of homes in Wekiwa Springs
What homes are worth in Longwood 32779
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 16% of homes in Longwood 32779.
How it measures up in Longwood 32779
The dot is this home. The mark in the middle is the typical home in Longwood 32779.
Pricier than 16% of homes nearby
Pricier than 64% of homes nearby
Bigger than 12% of homes nearby
Bigger than 17% of homes nearby
Newer than 57% of homes nearby
| Measure | This home | Wekiwa Springs | Longwood 32779 | Seminole County |
|---|---|---|---|---|
| Estimated valuepricier than | $354,421 | 20% of homes | 16% of homes | 40% of homes |
| Price per ft²pricier than | $249 | 72% of homes | 64% of homes | 77% of homes |
| Living areabigger than | 1,423 ft² | 14% of homes | 12% of homes | 29% of homes |
| Lot sizebigger than | 0.12 ac | 21% of homes | 17% of homes | 23% of homes |
| Year builtnewer than | 1983 | 66% of homes | 57% of homes | 40% of homes |
About 399 Winchester Pl
How much is 399 Winchester Pl, Longwood, FL worth?
The TopHap Estimate for 399 Winchester Pl, Longwood, FL is $354,421 as of Sep 24, 2026. The likely range is $329,032 to $379,810. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 399 Winchester Pl, Longwood, FL last sell?
399 Winchester Pl, Longwood, FL last sold on Feb 23, 2021 for $230,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 399 Winchester Pl, Longwood, FL?
399 Winchester Pl, Longwood, FL has 3 bedrooms, 2 bathrooms and 1,423 square feet of living space.
When was 399 Winchester Pl, Longwood, FL built?
399 Winchester Pl, Longwood, FL was built in 1983, making it 43 years old. The building has 1 story.
What schools serve 399 Winchester Pl, Longwood, FL?
399 Winchester Pl, Longwood, FL is assigned to Wekiva Elementary School (elementary), rated B+; Lake Brantley High School (high), rated B; Rock Lake Middle School (middle), rated A-. All sit in Seminole County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 399 Winchester Pl, Longwood, FL compare to other homes in Longwood 32779?
Among the 10,534 homes in Longwood 32779, it is worth more than 16% of them ($354,421 against a typical $540,639), its price per square foot is higher than 64% of them ($249 against a typical $237), it is bigger than 12% of them (1,423 ft² against a typical 2,301 ft²), its lot is bigger than 17% of them (0.12 ac against a typical 0.32 ac) and it is newer than 57% of them (1983 against a typical 1982). Measured against all of Seminole County, it is worth more than 40% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 399 Winchester Pl, Longwood, FL?
The 2025 property tax bill for 399 Winchester Pl, Longwood, FL was $3,720. The county assessed it at $271,898.
More homes on Winchester Pl
- 374 Winchester Pl$286K3 bd · 2 ba · 1,423 ft² · Sold $286K · Aug 2026
- 378 Winchester Pl$279K2 bd · 2 ba · 1,118 ft² · Sold $279K · Jul 2026
- 387 Winchester Pl$359K3 bd · 2 ba · 1,484 ft² · Sold $327K · Oct 2023
- 397 Winchester Pl$378K3 bd · 3 ba · 1,540 ft² · Sold Feb 2023
- 365 Winchester Pl$300K2 bd · 2 ba · 1,191 ft² · Sold $275K · May 2022
- 395 Winchester Pl$269K2 bd · 2 ba · 1,230 ft² · Sold Mar 2022
- 381 Winchester Pl$355K2 bd · 2 ba · 1,303 ft² · Sold $253K · Oct 2021
- 368 Winchester Pl$281K2 bd · 2 ba · 1,006 ft² · Sold $177K · Jan 2021
- 377 Winchester Pl$373K3 bd · 3 ba · 1,682 ft² · Sold $195K · Dec 2020
- 372 Winchester Pl$357K2 bd · 2 ba · 1,303 ft² · Sold $214K · Sep 2020
- 391 Winchester Pl$360K3 bd · 3.5 ba · 1,662 ft² · Sold $220K · Aug 2020
- 363 Winchester Pl$396K3 bd · 3 ba · 1,682 ft² · Sold $190K · Oct 2018
Closest homes
- 397 Winchester Pl$378K38 ft · 3 bd · 3 ba · 1,540 ft² · Sold Feb 2023
- 395 Winchester Pl$269K66 ft · 2 bd · 2 ba · 1,230 ft² · Sold Mar 2022
- 393 Winchester Pl$292K94 ft · 2 bd · 2 ba · 1,006 ft² · Sold $137K · Aug 2004
- 400 Evesham Pl$329K126 ft · 3 bd · 2 ba · 1,628 ft² · Sold $170K · Mar 2005
- 380 Winchester Pl$331K128 ft · 3 bd · 3 ba · 1,484 ft² · Sold $93K · Mar 1998
- 402 Evesham Pl$312K132 ft · 3 bd · 2 ba · 1,468 ft²
- 391 Winchester Pl$360K123 ft · 3 bd · 3.5 ba · 1,662 ft² · Sold $220K · Aug 2020
- 404 Evesham Pl$319K143 ft · 2 bd · 2 ba · 1,171 ft² · Sold $266K · Feb 2022
More homes in Longwood 32779
- 230 Hunters Trl$699K4 bd · 3 ba · 2,832 ft² · Sold $690K · Sep 2026
- 190 Canterclub Trl$540K4 bd · 3 ba · 2,706 ft² · Sold $505K · Sep 2026
- 100 Fairway Dr$155K2 bd · 1 ba · 1,140 ft² · Sold $140K · Sep 2026
- 673 Smokerise Blvd$725K4 bd · 4 ba · 3,204 ft² · Sold $650K · Sep 2026
- 403 Timber Ridge Dr$670K4 bd · 3 ba · 2,788 ft² · Sold $670K · Sep 2026
- 120 Trafalgar Pl$500K4 bd · 2.5 ba · 2,389 ft² · Sold $500K · Sep 2026
- 456 Newton Pl$340K2 bd · 2 ba · 1,190 ft² · Sold $340K · Sep 2026
- 131 Red Cedar Dr$440K3 bd · 2 ba · 1,592 ft² · Sold $440K · Sep 2026
- 1709 Iverness Ct$1.1M4 bd · 5.5 ba · 4,257 ft² · Sold $895K · Sep 2026
- 307 Coble Dr$475K4 bd · 2 ba · 2,611 ft² · Sold $437K · Sep 2026
- 800 Sweetwater Creek Ct$460K4 bd · 2 ba · 2,184 ft² · Sold $460K · Sep 2026
- 314 Sand Trap Cv$320K3 bd · 2.5 ba · 1,648 ft² · Sold $320K · Sep 2026
Assigned schools
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